(2R,3S)-2-hydroxy-1-(2-methoxyphenyl)-3-(4-methoxyphenyl)-3-(N-tert-butoxycarbonylamino)-1-propanone

Base Information

Chemical Name:(2R,3S)-2-hydroxy-1-(2-methoxyphenyl)-3-(4-methoxyphenyl)-3-(N-tert-butoxycarbonylamino)-1-propanone
CAS No.:743430-56-0
Molecular Formula:C₂₂H₂₇NO₆
Molecular Weight:401.459
Hs Code.:

Synonyms:(2R,3S)-2-hydroxy-1-(2-methoxyphenyl)-3-(4-methoxyphenyl)-3-(N-tert-butoxycarbonylamino)-1-propanone

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Chemical Property of (2R,3S)-2-hydroxy-1-(2-methoxyphenyl)-3-(4-methoxyphenyl)-3-(N-tert-butoxycarbonylamino)-1-propanone

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Technology Process of (2R,3S)-2-hydroxy-1-(2-methoxyphenyl)-3-(4-methoxyphenyl)-3-(N-tert-butoxycarbonylamino)-1-propanone

There total 1 articles about (2R,3S)-2-hydroxy-1-(2-methoxyphenyl)-3-(4-methoxyphenyl)-3-(N-tert-butoxycarbonylamino)-1-propanone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 224321-19-1
2-hydroxy-1-(2-methoxyphenyl)ethanone

: 743430-44-6
tert-butyl 4-methoxybenzylidenecarbamate

: 743430-56-0
(2R,3S)-2-hydroxy-1-(2-methoxyphenyl)-3-(4-methoxyphenyl)-3-(N-tert-butoxycarbonylamino)-1-propanone

: [2-hydroxy-3-(2-methoxy-phenyl)-1-(4-methoxy-phenyl)-3-oxo-propyl]-carbamic acid tert-butyl ester

Guidance literature:: With 1,1'-bis[(S,S)-BINOL-3-yl]dimethyl ether; 3 A molecular sieve; diethylzinc; In tetrahydrofuran; diethyl ether; hexane; at -40 ℃; for 25h;
DOI:10.1021/ja0482435

Reference yield: 92.0%

: 32315-10-9
bis(trichloromethyl) carbonate

: 743430-56-0
(2R,3S)-2-hydroxy-1-(2-methoxyphenyl)-3-(4-methoxyphenyl)-3-(N-tert-butoxycarbonylamino)-1-propanone

: 743430-71-9
(4S,5R)-5-(o-anisoyl)-4-(4-methoxyphenyl)-2-oxazolidinone

Guidance literature:: (2R,3S)-2-hydroxy-1-(2-methoxyphenyl)-3-(4-methoxyphenyl)-3-(N-tert-butoxycarbonylamino)-1-propanone; With methoxybenzene; trifluoroacetic acid; at 20 ℃; for 0.0833333h;

bis(trichloromethyl) carbonate; With pyridine; In dichloromethane; at -78 ℃; for 0.5h;
DOI:10.1021/ja0482435

Reference yield:

: 743430-56-0
(2R,3S)-2-hydroxy-1-(2-methoxyphenyl)-3-(4-methoxyphenyl)-3-(N-tert-butoxycarbonylamino)-1-propanone

: 237736-11-7,220736-25-4,259794-13-3
(-)-(4S,5R)-5-hydroxymethyl-4-(4-methoxyphenyl)-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: TFA; anisole / 0.08 h / 20 °C

1.2: 92 percent / pyridine / CH₂Cl₂ / 0.5 h / -78 °C

2.1: 63 percent / m-CPBA; NaH₂PO₄ / 1,2-dichloro-ethane / 3 h / 60 °C

3.1: 88 percent / NaBH₄; AcOH / tetrahydrofuran / 2 h / 25 °C

With sodium tetrahydroborate; sodium dihydrogenphosphate; acetic acid; methoxybenzene; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In tetrahydrofuran; 1,2-dichloro-ethane; 2.1: Baeyer-Villiger oxidation;
DOI:10.1021/ja0482435